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General Material Information

Preferred name (E)-2-decenal
Trivial Name (E)-2-Decenal
Short Description trans-2-decenal
Formula C10 H18 O
CAS Number 3913-81-3
FEMA Number 2366
Flavis Number 5.191
ECHA Number 223-474-2
FDA UNII E93S23U2BU
Nikkaji Number J100.128K
Beilstein Number 1704445
MDL MFCD00014679
COE Number 2009
xLogP3-AA 3.70 (est)
NMR Predictor External link
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
Synonyms
  • (2E)- dec-2-enal
  • (E)- dec-2-enal
  • (2E)-2-decen-1-al
  • (E)-2-decen-1-al
  • trans-2-decen-1-al
  • trans-2-decen-1-al FCC, no antioxidant
  • (2E)- decenal
  • (2E)-2-decenal
  • (E)-2-decenal
  • T2 decenal
  • trans-2-decenal
  • trans-2-decenal FCC
  • trans-2-decenal natural
  • trans-2-decenal natural (neat)
  • trans-2-decenal natural 10% in ethyl acetate
  • 2-decenal, (2E)-
  • 2-decenal, (E)-
  • (E)- decenaldehyde
  • trans- decenaldehyde
  • (E)- decylenic aldehyde
  • trans- decylenic aldehyde
  • (E)-3-heptyl acrolein
  • (E)-dec-2-enal
  • 2-Decenal, (2E)-
  • 2-Decenal, (E)-
  • (2E)-2-Decenal
  • trans-2-Decenal
  • 2(E)-Decenal
  • trans-2-Decen-1-al

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Literature & References

(E)-dec-2-enal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:3913-81-3
Pubchem (cid):5283345
Pubchem (sid):134984905
Flavornet:3913-81-3
Pherobase:View
Publications by Info
Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
Publications by Perfumer & Flavorist
Flavor Bites: trans-2-Decenal
Publications by PubMed
Exocrine secretions of wheel bugs (Heteroptera: Reduviidae: Arilus spp.): clarification and chemistry.
Hot topic: Brown marmorated stink bug odor compounds do not transfer into milk by feeding bug-contaminated corn silage to lactating dairy cattle.
Simultaneous determination of ten taste and odor compounds in drinking water by solid-phase microextraction combined with gas chromatography-mass spectrometry.
Characterization of Halyomorpha halys (brown marmorated stink bug) biogenic volatile organic compound emissions and their role in secondary organic aerosol formation.
The effect of feed solids concentration and inlet temperature on the flavor of spray dried whey protein concentrate.
Identification and characterization of volatile components causing the characteristic flavor in miso (Japanese fermented soybean paste) and heat-processed miso products.
Identification of volatiles from oxidised phosphatidylcholine molecular species using headspace solid-phase microextraction (HS-SPME) and gas chromatography-mass spectrometry (GC-MS).
Effect of chemical form, heating, and oxidation products of linoleic acid on rumen bacterial population and activities of biohydrogenating enzymes.
Cooked carrot volatiles. AEDA and odor activity comparisons. Identification of linden ether as an important aroma component.
Effect of addition of commercial rosemary extracts on potent odorants in cooked beef.
Identification of characteristic flavour precursors from enzymatic hydrolysis-mild thermal oxidation tallow by descriptive sensory analysis and gas chromatography-olfactometry and partial least squares regression.
Toxicity and metabolism of exogenous α,β-unsaturated carbonyls in potato (Solanum tuberosum L.) tubers.
Millipedes that smell like bugs: (E)-alkenals in the defensive secretion of the julid diplopod Allajulus dicentrus.
Nematicidal activity of (E,E)-2,4-decadienal and (E)-2-decenal from Ailanthus altissima against Meloidogyne javanica.
Evaluation of the key aroma compounds in beef and pork vegetable gravies a la chef by stable isotope dilution assays and aroma recombination experiments.
Studies on the key aroma compounds in soy milk made from three different soybean cultivars.
Assessment of the oxidative stability of conventional and high-oleic sunflower oil by means of solid-phase microextraction-gas chromatography.
Arbuscular mycorrhizal fungi associated with Artemisia umbelliformis Lam, an endangered aromatic species in Southern French Alps, influence plant P and essential oil contents.
Biodiversity of volatile organic compounds from five French ferns.
Identification and formation of volatile components responsible for the characteristic aroma of mat rush (igusa).
Exposure to polycyclic aromatic hydrocarbons (PAHs), mutagenic aldehydes and particulate matter during pan frying of beefsteak.
Characterization and quantification of odor-active compounds in unsaturated fatty acid/conjugated linoleic acid (UFA/CLA)-enriched butter and in conventional butter during storage and induced oxidation.
Decoding the key aroma compounds of a Hungarian-type salami by molecular sensory science approaches.
Characterization of the key aroma compounds in pink guava (Psidium guajava L.) by means of aroma re-engineering experiments and omission tests.
Response of the egg parasitoids Trissolcus basalis and Telenomus podisi to compounds from defensive secretions of stink bugs.
Comparison of the key aroma compounds in organically grown, raw West-African peanuts (Arachis hypogaea) and in ground, pan-roasted meal produced thereof.
Attraction of female Culex quinquefasciatus Say (Diptera: Culicidae) to odors from chicken feces.
Nematicidal activity of plant essential oils and components from coriander (Coriandrum sativum), Oriental sweetgum (Liquidambar orientalis), and valerian (Valeriana wallichii) essential oils against pine wood nematode (Bursaphelenchus xylophilus).
Characterization of the most odor-active compounds in an American Bourbon whisky by application of the aroma extract dilution analysis.
Characterization of the aroma-active compounds in pink guava (Psidium guajava, L.) by application of the aroma extract dilution analysis.
Analysis of volatile compounds of Iberian dry-cured loins with different intramuscular fat contents using SPME-DED.
Effects of fatty acid oxidation products (green odor) on rumen bacterial populations and lipid metabolism in vitro.
Inter- and intraspecific variation in defensive compounds produced by five neotropical stink bug species (Hemiptera: Pentatomidae).
Differentiation of aroma characteristics of pine-mushrooms (Tricholoma matsutake Sing.) of different grades using gas chromatography-olfactometry and sensory analysis.
Characterization of epoxydecenal isomers as potent odorants in black tea (Dimbula) infusion.
Genotoxicity and oxidative stress of the mutagenic compounds formed in fumes of heated soybean oil, sunflower oil and lard.
Short and simple syntheses of 4-oxo-(E)-2-hexenal and homologs: pheromone components and defensive compounds of Hemiptera.
Identification of character-impact odorants in coriander and wild coriander leaves using gas chromatography-olfactometry (GCO) and comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry (GC x GC-TOFMS).
Structural characterization of an etheno-2'-deoxyguanosine adduct modified by tetrahydrofuran.
Chemical and physical signals mediating conspecific and heterospecific aggregation behavior of first instar stink bugs.
Rapid assembly of the bicyclo[5.3.1]undecenone core of penostatin F: a successive Diels-Alder/Claisen reaction strategy with an efficient stereochemical relay.
Volatile components in metatarsal glands of sika deer, Cervus nippon.
Semiochemicals from the predatory stink bug Eocanthecona furcellata (Wolff): components of metathoracic gland, dorsal abdominal gland, and sternal gland secretions.
Odorants generated by thermally induced degradation of phospholipids.
Changes in volatile compounds of gamma-irradiated fresh cilantro leaves during cold storage.
Sex attractant pheromone of the red-shouldered stink bug Thyanta pallidovirens: a pheromone blend with multiple redundant components.
Important aroma compounds in freshly ground wholemeal and white wheat flour-identification and quantitative changes during sourdough fermentation.
Study on the mechanisms of the antibacterial action of some plant alpha,beta-unsaturated aldehydes.
Aroma components of an oil-based grill flavoring by direct thermal desorption-gas chromatography-olfactometry and sample dilution analysis.
Quantification of key odorants formed by autoxidation of arachidonic acid using isotope dilution assay.
Identification of potent odorants formed by autoxidation of arachidonic acid: structure elucidation and synthesis of (E,Z,Z)-2,4,7-tridecatrienal.
Aroma-active components of nonfat dry milk.
In vitro antibacterial activity of some aliphatic aldehydes from Olea europaea L.
Mutagenicity and identification of mutagenic compounds of fumes obtained from heating peanut oil.
Characterization of Volatiles in Rambutan Fruit (Nephelium lappaceum L.).
Comparison of the most odor-active compounds in fresh and dried hop cones (Humulus lupulus L. variety spalter select) based on GC-olfactometry and odor dilution techniques.
Characterization of the most odor-active volatiles in fresh, hand-squeezed juice of grapefruit (Citrus paradisi Macfayden).
Identification of character impact odorants of different soybean lecithins.
Synthesis of trans-4,5-epoxy-(E)-2-decenal and its deuterated analog used for the development of a sensitive and selective quantification method based on isotope dilution assay with negative chemical ionization.
[Identification of volatile compounds of hawthorn by gas chromatography/mass spectrometry (GC/MS)].
Attachment of Metarhizium anisopliae to the southern green stink bug Nezara viridula cuticle and fungistatic effect of cuticular lipids and aldehydes.
Dorsal abdominal glands in nymphs of southern green stink bug,Nezara viridula (L.) (heteroptera: Pentatomidae): Chemistry of secretions of five instars and role of (E)-4-oxo-2-decenal, compound specific to first instars.
A long-range attractant kairomone for egg parasitoidTrissolcus basalis, isolated from defensive secretion of its host,Nezara viridula.
Multichemical defense of plant bugHotea gambiae (westwood) (Heteroptera: Scutelleridae) : Sesquiterpenoids from abdominal gland in larvae.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
FooDB:FDB029712
Export Tariff Code:2912.19.5000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 154.2526550293
Specific gravity @ 25 °C
Pounds per Gallon 6.956 to 7.04
Refractive Index 1.452 to 1.457 @ 20 °C
Boiling Point 78 to 80°C @ 3 mm Hg
Boiling Point 228 to 230°C @ 760 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 0.078 mmHg @ 25 °C
Vapor Density 5.3
Flash Point TCC Value 87.78 °C TCC
logP (o/w) 3.828 est
Solubility
alcohol Yes
fixed oils Yes
water, 67.82 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Fatty
waxy, fatty, earthy, green, cilantro, mushroom, aldehydic, fried, chicken fat, tallow, coriander, chicken, pork
Odor strength high , recommend smelling in a 10.00 % solution or less
Substantivity > 57 hour(s) at 100.00 %
Luebke, William tgsc, (2021) At 10.00 % in dipropylene glycol. waxy fatty earthy green cilantro mushroom aldehydic fried chicken fat tallow
Mosciano, Gerard P&F 23, No. 5, 49, (1998) At 1.00 %. Waxy, fatty, earthy, coriander, green, mushroom, aldehydic with a chicken and pork fat nuance
Flavor Type: Waxy
waxy, fatty, fruity, greasy, earthy, mushroom, green, cilantro, chicken fat, coriander, pork
Luebke, William tgsc, (2021) Waxy fatty fruity greasy earthy mushroom green cilantro chicken fat
Mosciano, Gerard P&F 23, No. 5, 49, (1998) At 1.00 ppm. Waxy, fatty, earthy, coriander, mushroom, green with a pork fat nuance
Citrus flavors especially orange and grapefruit, fruit flavors, especially tropical. Waxy notes, citrus peel
General comment Fatty fried citrus

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi N - Irritant, Dangerous for the environment.
R 36/38 - Irritating to skin and eyes.
R 41 - Risk of serious damage to eyes.
R 43 - May cause sensitisation by skin contact.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/39 - Wear suitable clothing and eye/face protection.
S 60 - This material and its container must be disposed of as hazardous waste.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 5000 mg/kg

Dermal Toxicity:
skin-rabbit LD50 3400 mg/kg

Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (E)-2-decenal usage levels up to:
0.5000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 8.10 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 1800 (μg/person/day)
Threshold of Concern:1800 (μg/person/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: -9.00000
beverages(nonalcoholic): -3.40000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: -6.00000
fruit ices: -6.00000
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -9.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): 5.7000012.00000
Fats and oils, and fat emulsions (type water-in-oil) (02.0): 1.5000014.25000
Edible ices, including sherbet and sorbet (03.0): 0.900002.98000
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): 5.000005.03000
Confectionery (05.0): 5.5000014.46000
Chewing gum (05.3): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): 4.8000011.55000
Bakery wares (07.0): 8.0000019.07000
Meat and meat products, including poultry and game (08.0): 0.900002.98000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): 0.900002.98000
Eggs and egg products (10.0): 0.900002.98000
Sweeteners, including honey (11.0): 0.900002.98000
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): 2.000005.00000
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 2.000004.43000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): 1.000002.00000
Ready-to-eat savouries (15.0): 2.500004.50000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): 0.900002.98000

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

EFSA Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 200, Revision 1 (FGE.200 Rev.1): 74 a,ß-unsaturated aliphatic aldehydes and precursors from chemical subgroup 1.1.1 of FGE.19
View page or View pdf

Safety and efficacy of 26 compounds belonging to chemical group 3 (a,ß-unsaturated straight-chain and branched-chain aliphatic primary alcohols, aldehydes, acids and esters) when used as flavourings for all animal species and categories
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 5, Revision 3 (FGE.05Rev3): Branched- and straight-chain unsaturated aldehydes, dienals, unsaturated and saturated carboxylic acids and related esters with saturated and unsaturated aliphatic alcohols and a phenylacetic acid related ester from chemical groups 1, 2, 3, 5 and 15
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):3913-81-3
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5283345
National Institute of Allergy and Infectious Diseases:Data
WISER:UN 3082
WGK Germany:3
(E)-dec-2-enal
Chemidplus:0003913813